{[5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy}({[5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy})phosphinic acid

• ChemBase ID: 132182
• Molecular Formular: C19H25N8O11P
• Molecular Mass: 572.422561
• Monoisotopic Mass: 572.13804029
• SMILES: c1cn(c(=O)nc1N)C1C(C(C(O1)CO)OP(=O)(O)OCC1C(C(C(O1)n1cnc2c1ncnc2N)O)O)O
• Canonical SMILES: OCC1OC(C(C1OP(=O)(OCC1OC(C(C1O)O)n1cnc2c1ncnc2N)O)O)n1ccc(nc1=O)N
• InChI: InChI=1S/C19H25N8O11P/c20-9-1-2-26(19(32)25-9)18-13(31)14(7(3-28)36-18)38-39(33,34)35-4-8-11(29)12(30)17(37-8)27-6-24-10-15(21)22-5-23-16(10)27/h1-2,5-8,11-14,17-18,28-31H,3-4H2,(H,33,34)(H2,20,25,32)(H2,21,22,23)
• InChIKey: ZLVJWOGZEAIPAO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy}({[5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy})phosphinic acid
• IUPAC Traditional name: [5-(4-amino-2-oxopyrimidin-1-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy[5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxyphosphinic acid
• Synonyms: ApC; Adenylyl(3′→5′)cytidine

Database IDs

• CAS Number: 2382-66-3
• EC Number: 219-187-7
• MDL Number: MFCD00051280
• PubChem SID: 162226459; 24891235
• PubChem CID: 260395

CALCULATED PROPERTIES

• Acid pKa: -5.445003
• H Acceptors: 15
• H Donor: 7
• LogD (pH = 5.5): -6.566292
• LogD (pH = 7.4): -6.493037
• Log P: -6.817601
• Molar Refractivity: 124.8343 cm^3
• Polarizability: 49.398342 Å^3
• Polar Surface Area: 283.45 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Storage Temperature: -20°C

Product Information

• Purity: ≥98%